Dicoumarol CAS: 66-76-2
MF: C19H12O6
MW: 336.29
An inhibitor of reductase.

Dicoumarol (CAS 66-76-2)

Dicoumarol | CAS 66-76-2 is rated 5.0 out of 5 by 1.
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Alternate Names: Dicumarol; 3,3'-Methylenebis(4-hydroxycoumarin); Bishydroxycoumarin
Application: Dicoumarol is an inhibitor of reductase
CAS Number: 66-76-2
Purity: ≥98%
Molecular Weight: 336.29
Molecular Formula: C19H12O6
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

Dicoumarol is a reductase inhibitor possessing anticoagulant properties. Dicoumarol also aids in apoptosis induction via stimulation of SAPK-JNK and NF-κB pathway blocking. This has no effect on the phosphorylation of P38 or activation of AKT. Additionally, Dicoumarol has been shown to block brefeldin A-dependent mono-ADP-ribosylation in vitro and Golgi disassembly in living cells. Dicoumarol is an inhibitor of NQO1.


References

1. Weigert, R., et al. 1997. J. Biol. Chem. 30: 14200-14207. PMID: 9162051
2. Morrow, C.S., et al. 1998. J. Biol. Chem. 273, 20114-201120. PMID: 9685354
3. Cross, J.V., et al. 1999. J. Biol. Chem. 274: 31150-31154. PMID: 10531305
4. Pink, J.J., et al. 2000. J. Biol. Chem. 275: 5416-5424. PMID: 10681517
5. Krause, D., et al. 2001. J. Biol. Chem. 276: 19244-19252. PMID: 11278392
6. Seanor, K.L., et al. 2003. Antioxid. Redox. Signal. 5:103-113. PMID: 12626122

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in aqueous alkaline solutions, organic bases, 0.1 N NaOH (15 mg/ml), Pyridine (50 mg/ml), chloroform (slightly soluble), and benzene (slightly soluble). Insoluble in water, and alcohols.
Storage :
Store at 4° C
Melting Point :
290-292° C (lit.)
Boiling Point :
~620.70° C at 760 mmHg (Predicted)
Density :
~1.6 g/cm3 (Predicted)
Refractive Index :
n20D 1.73
IC50 :
Brefeldin A-dependent mono-ADP-ribosylation : IC50 = 180 µM; Golgi disassembly: IC50 = 150 µM (living cells); Quinone reductase 1: IC50 = 2.6 nM (human); Subtilisin/kexin type 7: IC50 = 1300 nM (human); HCT-116 (Colon carcinoma cells): IC50 = 19000 nM (human)
Ki Data :
Escherichia coli HisG: Ki= 50 µM; ATP phosphoribosyltransferase: Ki= 60 µM (Mycobacterium tuberculosis)
pK Values :
pKa: 4.20
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
GN7875000
PubChem CID :
54676038
Merck Index :
14: 3090
MDL Number :
MFCD00006857
EC Number :
200-632-9
SMILES :
C1=CC=C2C(=C1)C(=C(C(=O)O2)CC3=C(C4=CC=CC=C4OC3=O)O)O

Download SDS (MSDS)

Certificate of Analysis

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Dicoumarol (CAS 66-76-2)  Product Citations

See how others have used Dicoumarol (CAS 66-76-2). Click on the entry to view the PubMed entry .

Citations 1 to 5 of 5 total

PMID: # 16785233  He, X. et al. 2006. J. Biol. Chem. 281: 23620-23631.

PMID: # 15802389  Roymans, D. et al. 2005. Drug Metab. Dispos. 33: 1004-1016.

PMID: # 15142038  Jiang, H. et al. 2004. Biochem. J. 382: 33-41.

PMID: # 12799773  Kizu, R. et al. 2003. Arch. Toxicol. 77: 335-343.

PMID: # 31751648  J Ethnopharmacol. 112409.

Citations 1 to 5 of 5 total

How to dissolve Dicoumarol in DMSO quickly? I dissolved ~16 mg in 1 ml DMSO but it always precipitate although I already tried shaking and vortexing it.

Asked by: opik
Thank you for your question. We have not tested this in DMSO, but one suggestion would be to try gentle warming to bring it into solution.
Answered by: Technical Support
Date published: 2017-04-14

Is it possible dissolve Dicumarol in DMSO?

Asked by: Peng GONG
Thank you for your question. Dicumarol should be soluble in DMSO at 67mg/ml. If you have any further questions, please contact our European Technical Service team. You can reach them by phone at Toll Free: +49 6221 4503 0, by email at: [email protected] or by live chat directly on our website, www.scbt.com
Answered by: Tech Service
Date published: 2017-03-29
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Rated 5 out of 5 by from He He, et. al. (PubMed ID 16785233) used 0.3mM Dicoumarol in a stop solution used in their NQO1 Enzyme Activity Assay. -SCBT Publication Review
Date published: 2015-02-24
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